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  • Showing 1-50 of 300+
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    Wonderful! 4.8/5
    (13 reviews)
    avg/night
    • 3 BR
    • 1 BA
    • Sleeps 6
    Cottage #726332vb
    13
    Viewed 45 times in the last 48 hours
      • 3 BR
      • 1 BA
      • Sleeps 6
      Cottage #3878870
      4
      Viewed 37 times in the last 48 hours
        Exceptional! 5.0/5
        (42 reviews)
        avg/night
        • 3 BR
        • 3 BA
        • Sleeps 6
        Cottage #146063
        42
        Viewed 6 times in the last 48 hours
          • 4 BR
          • 24 BA
          • 1 HF BA
          • Sleeps 12
          Cottage #3843107
          1
          Viewed 16 times in the last 48 hours
            avg/night
            • 5 BR
            • 3 BA
            • Sleeps 12
            Cottage #4152929
            0
            Viewed 24 times in the last 48 hours
              Wonderful! 4.8/5
              (13 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 6
              Cottage #667844vb
              13
              Viewed 18 times in the last 48 hours
                Exceptional! 5.0/5
                (5 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 6
                Cottage #653794vb
                5
                Viewed 47 times in the last 48 hours
                  Wonderful! 4.8/5
                  (9 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 4
                  Cottage #814456vb
                  9
                  Viewed 13 times in the last 48 hours
                    Wonderful! 4.9/5
                    (19 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    Cottage #511875vb
                    19
                    Viewed 130 times in the last 48 hours
                      Excellent! 4.5/5
                      (6 reviews)
                      avg/night
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      Cottage #4236252
                      6
                      Viewed 27 times in the last 48 hours
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        Cottage #878106vb
                        3
                        Viewed 21 times in the last 48 hours
                          Wonderful! 4.8/5
                          (5 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 2
                          Cottage #4190299
                          5
                          Viewed 12 times in the last 48 hours
                            Excellent! 4.4/5
                            (16 reviews)
                            avg/night
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            Cottage #3566724
                            16
                            Viewed 18 times in the last 48 hours
                              Wonderful! 4.8/5
                              (10 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 7
                              Cottage #729423vb
                              10
                              Viewed 28 times in the last 48 hours
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 4
                                Cottage #724839vb
                                4
                                Viewed 14 times in the last 48 hours
                                  Excellent! 4.3/5
                                  (6 reviews)
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                  Cottage #511113vb
                                  6
                                  Viewed 19 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (6 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 5
                                    Cottage #593079vb
                                    6
                                    Viewed 38 times in the last 48 hours
                                      • 4 BR
                                      • 1 BA
                                      • 1 HF BA
                                      • Sleeps 6
                                      Cottage #821292vb
                                      4
                                      Viewed 55 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (15 reviews)
                                        avg/night
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2
                                        Cottage #603679vb
                                        15
                                        Viewed 31 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (14 reviews)
                                          avg/night
                                          • 3 BR
                                          • 1 BA
                                          • 1 HF BA
                                          • Sleeps 6
                                          Cottage #659233vb
                                          14
                                          Viewed 22 times in the last 48 hours
                                            Excellent! 4.6/5
                                            (8 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Cottage #132429
                                            8
                                            Viewed 8 times in the last 48 hours
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                              Cottage #471782vb
                                              4
                                              Viewed 45 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (7 reviews)
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Cottage #803117vb
                                                7
                                                Viewed 20 times in the last 48 hours
                                                  Excellent! 4.7/5
                                                  (9 reviews)
                                                  $93
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 3
                                                  Cottage #239083
                                                  9
                                                  Viewed 20 times in the last 48 hours
                                                    Excellent! 4.5/5
                                                    (11 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Cottage #133963
                                                    11
                                                    Viewed 17 times in the last 48 hours
                                                      Excellent! 4.7/5
                                                      (6 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                      Cottage #3515955
                                                      6
                                                      Viewed 23 times in the last 48 hours
                                                        Excellent! 4.5/5
                                                        (8 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        Cottage #316689
                                                        8
                                                        Viewed 15 times in the last 48 hours
                                                          • 5 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          Cottage #568314vb
                                                          1
                                                          Viewed 12 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (5 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Cottage #315749
                                                            5
                                                            Viewed 13 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (38 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                              Cottage #370396vb
                                                              38
                                                              Viewed 21 times in the last 48 hours
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Cottage #826883vb
                                                                4
                                                                Viewed 8 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (7 reviews)
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Cottage #3518021
                                                                  7
                                                                  Viewed 19 times in the last 48 hours
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 1 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    Cottage #688166vb
                                                                    2
                                                                    Viewed 8 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (20 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Cottage #3553160
                                                                      20
                                                                      Viewed 22 times in the last 48 hours
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Cottage #4297538
                                                                        1
                                                                        Viewed 8 times in the last 48 hours
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 2
                                                                          Cottage #868799vb
                                                                          1
                                                                          Viewed 10 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (7 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Cottage #572191vb
                                                                            7
                                                                            Viewed 32 times in the last 48 hours
                                                                              Excellent! 4.4/5
                                                                              (7 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Cottage #700024vb
                                                                              7
                                                                              Viewed 24 times in the last 48 hours
                                                                                Exceptional! 5.0/5
                                                                                (11 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Cottage #559647vb
                                                                                11
                                                                                Viewed 26 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (8 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 6
                                                                                  Cottage #119080
                                                                                  8
                                                                                  Viewed 46 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 8
                                                                                    Cottage #3760903
                                                                                    3
                                                                                    Viewed 18 times in the last 48 hours
                                                                                      Excellent! 4.7/5
                                                                                      (19 reviews)
                                                                                      $86
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 8
                                                                                      Cottage #129107
                                                                                      19
                                                                                      Viewed 21 times in the last 48 hours
                                                                                        Excellent! 4.3/5
                                                                                        (8 reviews)
                                                                                        View details for price
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Cottage #3724808
                                                                                        8
                                                                                        Viewed 11 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (14 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Cottage #3876248
                                                                                          14
                                                                                          Viewed 16 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (7 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 6
                                                                                            Cottage #3766299
                                                                                            7
                                                                                            Viewed 14 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (5 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 6
                                                                                              Cottage #824406vb
                                                                                              5
                                                                                              Viewed 45 times in the last 48 hours
                                                                                                • 3 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 6
                                                                                                Cottage #912832vb
                                                                                                0
                                                                                                Viewed 19 times in the last 48 hours
                                                                                                  Excellent! 4.6/5
                                                                                                  (25 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Cottage #962890vb
                                                                                                  25
                                                                                                  Viewed 19 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Cottage #447037vb
                                                                                                    2
                                                                                                    Viewed 26 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (5 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 10
                                                                                                      Cottage #3760492
                                                                                                      5
                                                                                                      Viewed 41 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Westport Island: Cottage Rentals (301)

                                                                                                       

                                                                                                      Recent Westport Island Reviews

                                                                                                      Charming, well-appointed cottage with an amazing view

                                                                                                      5 of 5
                                                                                                      When we first walked in to Driftwood Cottage, our first reaction was "wow!" Not only is it immaculate, bright, airy, and very tastefully decorated Maine Cottage style, but it definitely has a million dollar view!!! It is also well-equipped with all the kitchen essentials needed for a nice vacation away from home (pots, pans, plates, glasses, cooking and eating utensils, coffee maker, toaster, etc.) This is the second cottage we rented from Chill Vacation Rentals in East Boothbay; last year, we rented LobsterCliff Cottage (HomeAway Rental #3800167). Both cottages are on the same street, separated by a privately owned home, and both are equally as appealing! During our week at the Driftwood Cottage, we experienced Mother Nature at her finest. She gave us sunshine, dense fog, and some dramatic storm surge courtesy of Tropical Storm Hermine. On those picture perfect Maine days, we enjoyed our morning coffee and our evening glass of wine on the deck at the umbrella table. Although we did do some exploring of the Boothbay area, the stunning views of the Damariscotta River and open ocean kept beckoning us back to the cottage. We whiled away much of our time watching the endless parade of power boats and sailboats that passed right in front of us. The sound of the crashing waves, the cool sea air, and the super comfy furniture (including the memory foam mattress) were quite conducive to afternoon napping and sound sleeping. Highlights of our week were a return visit to the Coastal Maine Botanical Gardens (we first discovered it on our visit to Maine last year, and we were so impressed that we became members); a daily two-lap walk around the peaceful trail savoring the lush flora and fauna, Glen Cove and of course, the river/ocean views; and our leisurely drive to see the Linekin Bay Resort. We also enjoyed a tasty lunch (and then went back for a delicious breakfast) at Harborside Tavern in Boothbay Harbor, and discovered the Watershed Tavern at Boothbay Craft Brewery (wonderful food and very friendly owners). Both are two of our new favorite places in the area. Another treat was a visit to the Seawicks Candle Company store on Wharf Street in Boothbay Harbor. They say that the mark of a good vacation is not wanting to go back home. Although we were sad to leave this charming cottage and area, we did so relaxed and recharged. We're already looking forward to our next visit to East Boothbay and one of the Chill Vacation Rentals.
                                                                                                      • Submitted: Nov 13, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Nice cottage, great location

                                                                                                      4 of 5
                                                                                                      The cottage was very nice. Small, but just fine for 2 people for a few days. It was clean and quiet and offers a great view of the water and the town of Wiscasset. Great location to view historic buildings, light houses and galleries in the area. There are no laundry facilities in cottage or in the resort area.
                                                                                                      • Submitted: Nov 1, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Charming and Cozy

                                                                                                      4 of 5
                                                                                                      We were here Celebrating our 18th anniversary. We viewed 5 lighthouses and ate awesome Thai food at Best Thai in Damariscotta. The cottage is cozy with great river views. The bed was not exactly comfortable and has issues. Overall it was a great weekend!
                                                                                                      • Submitted: Oct 30, 2016
                                                                                                      • Stayed: Oct 2016